CAS:7724-12-1 | 6-Amino-2-benzothiazolecarbonitrile

Introduction of CAS:7724-12-1 | 6-Amino-2-benzothiazolecarbonitrile

Functionalized 2-cyanobenzothiazoles (CBTs), such as ACBT, are key building blocks for the synthesis of luciferins . They react rapidly and selectively with 1,2-aminothiols under physiological conditions. This selective and bioorthogonal reactivity of CBTs has been exploited in the development of the CBT ligation as a useful and fast bioorthogonal reaction .

6-Amino-2-cyanobenzothiazole (ACBT) is a versatile compound with an amine handle for straightforward derivatization . It is a key building block for the synthesis of luciferin derivatives for bioluminescent imaging and handles for bioorthogonal ligations . The empirical formula of ACBT is C8H5N3S and it has a molecular weight of 175.21.

Specification of CAS:7724-12-1 | 6-Amino-2-benzothiazolecarbonitrile

Research Application of CAS:7724-12-1 | 6-Amino-2-benzothiazolecarbonitrile

Chemiluminescence and Medicinal Diagnostics

6-Amino-2-cyanobenzothiazole (ACBT) is a significant precursor in the synthesis of Firefly luciferin, a natural product found in the beetle Photinus pyralis. This substance is essential in some of the most efficient chemiluminescence systems used today. Due to its role in these systems, it has significant applications in medicinal diagnostics, biochemistry, and forensic trace analysis (Würfel et al., 2012).

Bioorthogonal Ligations and Imaging

ACBT is recognized for its utility in bioorthogonal ligations and as a building block for luciferin derivatives used in bioluminescent imaging. Its versatility is enhanced by the presence of an amine handle, which allows for straightforward derivatization. This adaptability has been leveraged in economical and scalable syntheses, making ACBT a valuable component in various research contexts, particularly in the field of imaging (Hauser et al., 2016).

Synthesis of Heterocyclic Compounds

ACBT plays a crucial role in the synthesis of heterocyclic compounds, which are fundamental building blocks in medicinal research, agriculture, and medication discoveries. Its combination with other compounds, like ethylacetoacetate, under specific conditions, has led to the creation of molecules with significant biochemical activities, illustrating its importance in the field of synthetic chemistry (Padder et al., 2022).

Nanoparticle Formation for Cellular Imaging

The condensation reaction between 6-hydroxy-2-cyanobenzothiazole (a related compound to ACBT) and cysteine has been utilized in the formation of nanoparticles for cell imaging. This reaction forms the basis for the design of fluorescent probes used in imaging hydrolytic enzymes like caspase-3/7 and β-galactosidase, demonstrating ACBT's utility in advanced imaging techniques within cellular and molecular biology (Chen et al., 2020).

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